RF near field coupling systems offer the potential for very small coil area with high efficiency. However, little previous effort has been made in quantifying the various sources of loss in regulated RF near field coupling systems. This paper identifies the significant sources of loss in RF near field coupling and proposes a method of calculating the power loss without need for extensive simulation. This paper also proposes a model for the RF diode switching loss based on a machine learning algorithm, demonstrating a new approach to simply evaluate the diode switching loss.The proposed analysis is compared with measured data for a RF near field coupling system, showing good correlation between the proposed analysis and the measured results. In addition, the various sources of loss in RF near field coupling were compared and avenues for improving the efficiency in terms of the demonstrated analysis are discussed.